Ammonium formate → 2H-Benzimidazol-2-one, 4-(1-ethylpropyl)-1,3-dihydro-

HRID 1698569ノート

反応式

HRID 1698569 の反応式
[CH2:1](/[C:3](/[C:6]1[C:14]2[NH:13][C:12](=[O:15])[NH:11][C:10]=2[CH:9]=[CH:8][CH:7]=1)=[CH:4]\[CH3:5])[CH3:2].C(/C(/C1C2NC(=O)NC=2C=CC=1)=C/C)C.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH2:1]([CH:3]([C:6]1[C:14]2[NH:13][C:12](=[O:15])[NH:11][C:10]=2[CH:9]=[CH:8][CH:7]=1)[CH2:4][CH3:5])[CH3:2]

参加物

6

反応物 3

HCID 2723923Ammonium formateHCID 672718674-[(1Z)-1-ethylprop-1-en-1-yl]-1,3-dihydro-2H-benzimidazol-2-oneHCID 672718704-[(1E)-1-ethylprop-1-en-1-yl]-1,3-dihydro-2H-benzimidazol-2-one

生成物 1

HCID 672730032H-Benzimidazol-2-one, 4-(1-ethylpropyl)-1,3-dihydro-収率 99%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a suspension of a mixture of 4-[(1E)-1-ethylprop-1-en-1-yl]-1,3-dihydro-2H-benzimidazol-2-one and 4-[(1Z)-1-ethylprop-1-en-1-yl]-1,3-dihydro-2H-benzimidazol-2-one (329 mg, 1.63 mmol) and ammonium formate (820 mg, 13.0 mmol) in ethanol (3 mL) was added 10% palladium on carbon (50% wet; 120 mg), and the mixture was stirred at room temperature for 15 hours. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate (X1). The organic layer was washed with brine (X1), dried over sodium sulfate and concentrated in vacuo to give 354 mg (>99%) of the title compound as a colorless solid.

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionThe residue was diluted with water
  4. extractionextracted with ethyl acetate (X1)
  5. washThe organic layer was washed with brine (X1)
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a2008cabe6cf49718e00aad7729385fa
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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